GB781806A - Organic phosphate, salts thereof, and process for the manufacture thereof - Google Patents
Organic phosphate, salts thereof, and process for the manufacture thereofInfo
- Publication number
- GB781806A GB781806A GB12426/55A GB1242655A GB781806A GB 781806 A GB781806 A GB 781806A GB 12426/55 A GB12426/55 A GB 12426/55A GB 1242655 A GB1242655 A GB 1242655A GB 781806 A GB781806 A GB 781806A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyridyl
- treating
- dihydrogen phosphate
- methyl dihydrogen
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000003839 salts Chemical class 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 229910019142 PO4 Inorganic materials 0.000 title 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title 1
- 239000010452 phosphate Substances 0.000 title 1
- 239000011347 resin Substances 0.000 abstract 4
- 229920005989 resin Polymers 0.000 abstract 4
- 239000000047 product Substances 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000002091 cationic group Chemical group 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000000413 hydrolysate Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 230000001376 precipitating effect Effects 0.000 abstract 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 abstract 1
- 229920000388 Polyphosphate Polymers 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 239000000908 ammonium hydroxide Substances 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methyl alcohol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 1
- 230000026731 phosphorylation Effects 0.000 abstract 1
- 238000006366 phosphorylation reaction Methods 0.000 abstract 1
- 230000000865 phosphorylative effect Effects 0.000 abstract 1
- 239000001205 polyphosphate Substances 0.000 abstract 1
- 235000011176 polyphosphates Nutrition 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 238000000638 solvent extraction Methods 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 229940124549 vasodilator Drugs 0.000 abstract 1
- 239000003071 vasodilator agent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/58—Pyridine rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises pyridyl-(3)-methyl dihydrogen phosphate and alkali metal, alkaline earth metal and ammonium salts thereof. The products may be obtained by phosphorylating pyridyl-(3)-methyl alcohol by treating it with a mixture of phosphorus pentoxide and phosphoric acid at an elevated temperature, hydrolysing any polyphosphates contained in the resulting mixture by heating same in acid solution, passing the hydrolysate through a cationic exchange resin and separating off that fraction of the eluate which contains the required pyridyl-(3)-methyl dihydrogen phosphate and, if desired, treating same with a precipitating agent or, where a salt is required, carrying out the defined process and treating said fraction or the pyridyl-(3)-methyl dihydrogen phosphate precipitated therefrom with an alkali metal hydroxide, alkaline earth metal hydroxide or ammonium hydroxide followed by isolation of the resulting salt by precipitation or concentration. The phosphorylation may suitably be conducted at 60 DEG C. and hydrochloric acid may conveniently be used in the hydrolysis step. Suitable cationic exchange resins are sulphonic acid resins in their acid form. Acetone may be used as the precipitating agent in either case. Before feeding the hydrolysate on to the column containing the cationic-exchange resin it is preferred to remove the bulk of inorganic oaterial contained therein by treating it with phenol and partitioning the phenolic layer between ether and water. The resulting aqueous layer contains the required product and is then fed on to the column. Examples are given for the production of the pyridyl-(3)-methyl dihydrogen phosphate and its mono- and disodium salts. The products are stated to be effective vasodilators.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB12426/55A GB781806A (en) | 1955-04-29 | 1955-04-29 | Organic phosphate, salts thereof, and process for the manufacture thereof |
| ES0228236A ES228236A1 (en) | 1955-04-29 | 1956-04-28 | Organic phosphate, salts thereof, and process for the manufacture thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB12426/55A GB781806A (en) | 1955-04-29 | 1955-04-29 | Organic phosphate, salts thereof, and process for the manufacture thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB781806A true GB781806A (en) | 1957-08-28 |
Family
ID=10004383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB12426/55A Expired GB781806A (en) | 1955-04-29 | 1955-04-29 | Organic phosphate, salts thereof, and process for the manufacture thereof |
Country Status (2)
| Country | Link |
|---|---|
| ES (1) | ES228236A1 (en) |
| GB (1) | GB781806A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4083425A (en) * | 1977-03-16 | 1978-04-11 | Rohr Industries, Incorporated | Passive stern seal for air cushion vehicle |
| EP1638557A2 (en) * | 2003-06-27 | 2006-03-29 | Tel Aviv University Future Technology Development L.P. | Glycogen synthase kinase-3 inhibitors |
| US7833974B2 (en) | 2002-12-12 | 2010-11-16 | Tel Aviv University Future Technology Development L.P. | Glycogen synthase kinase-3 inhibitors |
| US8088941B2 (en) | 2001-09-14 | 2012-01-03 | Tel Aviv University Future Technology Development L.P. | Glycogen synthase kinase-3 inhibitors |
-
1955
- 1955-04-29 GB GB12426/55A patent/GB781806A/en not_active Expired
-
1956
- 1956-04-28 ES ES0228236A patent/ES228236A1/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4083425A (en) * | 1977-03-16 | 1978-04-11 | Rohr Industries, Incorporated | Passive stern seal for air cushion vehicle |
| US8088941B2 (en) | 2001-09-14 | 2012-01-03 | Tel Aviv University Future Technology Development L.P. | Glycogen synthase kinase-3 inhibitors |
| US7833974B2 (en) | 2002-12-12 | 2010-11-16 | Tel Aviv University Future Technology Development L.P. | Glycogen synthase kinase-3 inhibitors |
| EP1638557A2 (en) * | 2003-06-27 | 2006-03-29 | Tel Aviv University Future Technology Development L.P. | Glycogen synthase kinase-3 inhibitors |
| EP1638557A4 (en) * | 2003-06-27 | 2007-11-07 | Univ Tel Aviv Future Tech Dev | Glycogen synthase kinase-3 inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| ES228236A1 (en) | 1957-03-01 |
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